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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466165Generated: November 1, 2026

Dichloromethane → tert-Butyl {2-[(5-bromo-2,3-dihydro-1H-inden-2-yl)amino]ethyl}carbamate

https://huagongshe.com/reaction/1466165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactanttert-butyl N-(2-oxoethyl)carbamateHCID 4247255—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant5-bromo-2,3-dihydro-1H-inden-2-amineHCID 11298795—
SolventDichloromethane methanolHCID 21226129—
Producttert-Butyl {2-[(5-bromo-2,3-dihydro-1H-inden-2-yl)amino]ethyl}carbamateHCID 131732689—

Reaction Steps

To a solution of 5-Bromo-2,3-dihydro-1H-inden-2-amine (0.21 g, 1.0 mmol) in 16 mL of DCM/MeOH (7/1, v/v) was added tert-Butyl(2-oxoethyl)carbamate (160 mg, 1.0 mmol) and NaBH(OAc)3 (297 mg, 1.4 mmol), and the mixture was stirred at RT for 3 hours. DCM was added to the mixture, and then washed with brine. The organic layer was dried over anhydrous Na2SO4 and concentrated. The residue was purified by prep-TLC to give the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999990B2
Source datasetuspto-grants-2015_04
ORD IDord-c9034e6fa2c845a3a883d0bc7a5ff306
Source noteuspto-grants-2015_04